Enjoy yourself to the fullest with a luxury escape to Florida and Siesta Key. The state’s year-round beautiful weather and many luxury activities to choose from will keep you as busy as you want to be for the entire time you’re here. From playing in the water or on it, to exploring every inch of the island, your perfect vacation luxury vacation is waiting.

Paddleboard Lessons

If your Siesta Key luxury getaway comes when the waters of the Gulf are a little warmer, you’ll want to take part in the various activities in and on the water that requires getting more than just your feet wet. Stand-up paddleboarding is a popular activity everyone can learn and enjoy. Enjoy the luxury of private lessons or a private, guided tour of the island’s waters, both Sarasota Bay-side and Gulf-side.


There are several companies on the mainland that charter private fishing tours, but if you want your captain to navigate like a pro through Siesta Key waters, check out Siesta Key Fishing Charters for a company that knows the waters here best. All of their charters welcome anglers of all ages and abilities. They have inshore, nearshore, and offshore adventures, with trips from four to eight hours. Ask about Florida fishing license needs when calling to book.

Dolphin Cruise

You can ooh and aah at dolphins and other marine wildlife from shore. You could also choose the luxury of a private, up-close view from a chartered tour. Visit Siesta Key Marina and choose from any number of boats that will have you out in the waters and getting a closer view of dolphins, manatees, and even whales at certain times of the year. They might even come near the boat to swim alongside!

Spa Day

Relax and unwind in luxury with a massage or other spa service. Siesta Healing at the Holistic Spa and Wellness Center will have you feeling relaxed and rejuvenated so you can enjoy the rest of your fun-filled, luxury getaway. Choose from an array of facials, massages, oxygen skincare, reiki, and more to complete your day of luxury pampering and relaxation. You’ll enjoy soft music, the calming scents of eucalyptus and lavender, comfortable lighting, and all the right notes for total relaxation.

Summer House Steak & Seafood

Don’t let the name fool you. Summer House Steak & Seafood is a year-round establishment on Siesta Key, serving tasty and luxurious dishes that will make your mouth water to the last bite. Choose from soups, salads, and appetizers to whet your whistle in anticipation of the meal to come, like certified Angus steak or pork chops. Have a taste of the sea with colossal lobster tail, blackened Gulf grouper, or Scottish salmon. You’ll find something to tickle your taste buds.

Sunset Cruise

Sit back in luxury as someone else pilots the boat. Watch the sunset as the captain navigates you through the waters surround Siesta Key, in search of dolphins and other marine life including manatees and aquatic birds. Sip on an adult beverage as you take in the beautiful Florida coast and Gulf waters as the sun sinks below the horizon to end any day of your stay.


Enjoy the luxury of a private undersea tour with Key Life Charters. Snorkeling is a great way to see the underwater world that surrounds Siesta Key. You can bring your own snacks –and even adult beverages. They have custom packages so you can build your own experience, from just snorkeling to additions like sightseeing, dolphin and wildlife spotting, and more. If you’re looking to strike out on your own, rent some gear and head to Point of Rocks, where you’ll find tide pools, moss-covered rocks, and sea life in an area that’s easily navigable and only five feet deep!

Luxury Escape in Florida

When you decide and book a Siesta Key luxury getaway with Rent Siesta Key, you won’t be short on fun, luxurious activities to fill your time. From spending the day lounging at the beach to spending the day lounging in your vacation rental, or getting pampered at the spa, you’ll be able to build a luxury getaway that is uniquely yours with memories to last a lifetime. Enjoy a one-bedroom for a more intimate experience, all the way up to six bedrooms for a large family or family reunion full of luxury for everyone. For more privacy, choose a single-family home. Many rentals include private garages. If you don’t want to go out, make a luxurious and tasty meal in your unit’s fully equipped kitchen. Enjoy the meal in the dining area, or in a private outdoor space like a patio or balcony. At the end of the day, relax in a private bedroom, or pop some popcorn or grab some snacks and watch your favorite movie or TV show. Choose a premium luxury unit for stainless steel, high-end appliances, a fireplace, plush furnishings and even a private pool in some units.

Contact us today to book your luxury-filled Florida getaway in Siesta Key!